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Family-friendly vacation rentals in Dutchess County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dutchess County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Dutchess County family-friendly rentals
Family-friendly home rentals with a hot tub
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Farm stay in Kent
4.87 out of 5 average rating, 270 reviews(°) The Wandering Peacock (°)
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Home in Saugerties
4.81 out of 5 average rating, 124 reviewsHillside Escape: HITS Home w/ Pool & Hot Tub
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Home in Red Hook
4.88 out of 5 average rating, 213 reviewsWooded Retreat w/ Hot Tub and Trout River
![](https://a0.muscache.com/im/pictures/miso/Hosting-1751443/original/57f19f69-459d-4aae-9dce-e1c9a37e03ba.jpeg?im_w=720)
Guesthouse in Beacon
4.94 out of 5 average rating, 369 reviewsCozy Mountainside Suite - Minutes from Beacon
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Home in Rhinebeck
4.9 out of 5 average rating, 208 reviewsRhinebeck Modern Home with amazing outdoor space
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Villa in Hopewell Junction
4.96 out of 5 average rating, 280 reviewsThe Mission House Sanctuary
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Home in Ancramdale
4.93 out of 5 average rating, 129 reviewsSki & unwind in the country, stargaze in hot tub
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Home in Cold Spring
4.91 out of 5 average rating, 243 reviews1834 Farm House
Family- and pet-friendly home rentals
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Home in Rhinebeck
4.83 out of 5 average rating, 242 reviewsPrivate Lakefront Bungalow
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Cottage in Pine Plains
5 out of 5 average rating, 136 reviewsPatchin Mills Quaint Country Cottage
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Guest suite in Millerton
4.95 out of 5 average rating, 346 reviewsNature Lover's Mountaintop Retreat
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Rental unit in Saugerties
4.91 out of 5 average rating, 174 reviewsEsopus Bend Getaway - 4 min to HITS
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Home in Millbrook
4.89 out of 5 average rating, 141 reviewsSerene Waterfront Mill House, Stroll to Village
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Home in Tivoli
4.98 out of 5 average rating, 147 reviews1900's victorian farmhouse.
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Home in Poughquag
4.98 out of 5 average rating, 133 reviewsThe Beekman Salt Box - 1860 Hudson Valley Home
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Camper/RV in Wappingers Falls
4.88 out of 5 average rating, 188 reviewsCamping(Pebble base camp) private campsite
Family-friendly home rentals with a pool
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Home in Lagrangeville
5 out of 5 average rating, 24 reviewsHudson Valley Colonial with Inground Pool
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Home in Saugerties
4.92 out of 5 average rating, 97 reviewsPeaceful Hudson Valley Getaway
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Home in Barrytown
4.86 out of 5 average rating, 21 reviewsGorgeous 4 BR-4BR House and Pool/ Unique Location
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Home in Saugerties
5 out of 5 average rating, 92 reviewsSaugerties Luxury Rental, Close to HITS
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Home in Millerton
4.98 out of 5 average rating, 52 reviewsScandinavian Modern Upstate House w/Pool & Sauna
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Home in Clinton Corners
4.9 out of 5 average rating, 20 reviewsGorgeous Hudson Valley Farmhouse pool & sauna
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Cottage in Dover Plains
5 out of 5 average rating, 12 reviewsCharming Country House
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Home in Millerton
4.81 out of 5 average rating, 48 reviews1893 village farmhouse with pool
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